Regatta Racing

Classic Sailing Regattas are amongst the most exciting and inspiring to watch and take part in with thrilling races, dockside soirees, and jubilant parties. Chartering a yacht for a classic sailing regatta is an exhilarating way to spend time with family, friends and colleagues.

Whether you are an experienced veteran looking to race hard and lift the cup at Antigua Classics, or if if you’re looking for an introduction to regatta racing with a crew of experienced sailors to do the racing as you sit back and enjoy the action, let us know and we will help you find the perfect yacht, regatta, and crew to exceed your expectations.

We have listed a few of our favourite regattas for you below:

Caribbean Regatta Racing

Regatta season kicks off each year in the Caribbean when we enter into a series of yacht and superyacht regattas which always attract a vibrant crowd of sailors and regatta parties. Some of these include the St Barths Bucket Regatta, famous for its more relaxed but competitive camaraderie, The Antigua Superyacht Challenge, and of course The Antigua Classic Yacht Regatta which always promises to excite your senses with some world class classic yacht racing.

Mediterranean Regatta Races

The season kicks off with Loro Piana Superyacht Regatta held in June in Porto Cervo, followed by The Superyacht Cup in Palma later in the month and the Spetses Regatta hosted on the steps of the elegant Poseidonion Grand Hotel in Greece. For Schooner lovers there is also the new Schooner Cup Series hosted in Capri, Monaco and St Tropez, and then finish the season with the incredible Les Voiles de St Tropez. 

New England Regatta Events

Sailing regattas are a New England summertime tradition to be enjoyed between July and September. Amongst a few of our favourite New England Classic Yacht Regattas are The Vineyard Cup, in Martha’s Vineyard kicking of Classic Regatta Racing in July. 

In August you have a busy line up to choose from including The Castine to Camden Yacht Race, Camden Classic Yacht Regatta, Eggemoggin Reach Regatta, Corinthian Classic Yacht Regatta, Nantucket Race Week, Opera House Cup – the oldest regatta on the East Coast, Herreshoff Classic Yacht Regatta, and The Newport Classic Yacht Regatta. 

In September to round it all off you have the Indian Harbor Yacht Club Classic Yacht Regatta in Greenwich. There is no better way to enjoy the action than aboard a luxury classic charter yacht with a professional crew.

20 Classic Yachts Found